TWI432559B - Liquid crystal composition and liquid crystal display element using same - Google Patents

Description

Liquid crystal composition and liquid crystal display element using same

The present invention relates to a nematic liquid crystal composition having a positive dielectric (Δε) for liquid crystal display material and a liquid crystal display element using the same.

The liquid crystal display element is mainly used in various measuring instruments, automobile panels, word processors, electronic notebooks, printers, computers, televisions, clocks, advertisement display boards, etc., mainly including clocks and computers. Typical examples of the liquid crystal display method include a TN (twisted nematic) type, an STN (super twisted nematic) type, a TFT (thin film transistor) vertical alignment type, or an IPS (in-plane switching). Type and so on. The liquid crystal composition used in such liquid crystal display elements is required to be stable to external stimuli such as moisture, air, heat, light, etc.; and to exhibit a liquid crystal phase and low viscosity in a wide temperature range as much as possible at room temperature. The drive voltage is low. Further, in order to achieve optimum values for each display element, such as dielectric specificity (Δε) or/and refractive index anisotropy (Δn), the liquid crystal composition is composed of several kinds to several Ten kinds of compounds are composed.

In the vertical alignment (VA) type display, a liquid crystal composition having a negative Δ ε is used, and in a horizontal alignment type display such as a TN type, an STN type, or an IPS (in-plane switching type), a liquid crystal composition having a positive Δ ε is used. Further, there is also a description of a driving method in which the liquid crystal composition having positive Δ ε is vertically aligned when no voltage is applied, and display is performed by applying a lateral electric field, and the necessity of the liquid crystal composition having positive Δ ε is further improved. On the other hand, low voltage drive, high speed response, and wide operating temperature range are required in all drive modes. That is, it is required that Δε is positive and the absolute value is large, the viscosity (η) is small, and the nematic phase-isotropic liquid phase transition temperature (Tni) is high. Further, it is necessary to adjust the Δn of the liquid crystal composition to an appropriate range in accordance with the cell gap by the setting of the product Δn × d of Δn and the cell gap (d). In addition, when a liquid crystal display element is applied to a television or the like, since high-speed responsiveness is highly valued, a liquid crystal composition having a small rotational viscosity (γ1) is required.

The composition of the liquid crystal composition which is aimed at high-speed responsiveness is, for example, a compound represented by the formula (B) in which a liquid crystal compound having a positive Δ ε is used in combination, and a liquid crystal compound having a Δ ε neutral property. The disclosure of the liquid crystal composition of the compound represented by (A) or the compound represented by the formula (C). With respect to the characteristics of such a liquid crystal composition, a liquid crystal compound having a positive Δ ε has a -CF ₂ O- structure and a liquid crystal compound having a Δ ε neutral has an alkenyl group, and is well known in the field of liquid crystal compositions. (Patent Documents 1 to 4)

On the other hand, as the use of the liquid crystal display element is expanded, a large change can be seen in the method of use and the method of manufacture. In response to such changes, it is increasingly required to optimize characteristics other than the basic physical property values known in the prior art. In other words, a liquid crystal display element using a liquid crystal composition has been widely used as a VA type, an IPS type, etc., and an ultra-large-sized display element having a size of 50 Å or more has been put into practical use and has been gradually used. With the size of the substrate In the method of injecting a liquid crystal composition into a substrate, a conventional vacuum injection method to an ODF (One Drop Fill) method is the mainstream of the implantation method, but a dripping mark when the liquid crystal composition is dropped onto the substrate is caused. The problem of reduced quality is already on the table. Furthermore, in the manufacturing process of the liquid crystal display element using the ODF method, it is necessary to drop the optimum liquid crystal injection amount depending on the size of the liquid crystal display element. If the amount of injection is largely deviated from the optimum value, the refractive index and the driving electric field of the liquid crystal display element which are designed in advance may be out of balance, and display defects such as uneven occurrence and poor contrast may occur. In particular, small liquid crystal display elements which are widely used in recent popular smart phones have extremely low liquid crystal injection amount, and it is extremely difficult to control the deviation of the optimum value within a certain range. Therefore, in order to maintain a high yield of the liquid crystal display element, for example, it is necessary to have little influence on the severe pressure change or impact in the dropping device generated when the liquid crystal is dropped, and it is possible to stably and continuously drip the liquid crystal for a long period of time.

As described above, in the liquid crystal composition used for driving the liquid crystal display element by the active matrix driven by the TFT element or the like, there is a demand to develop a high specific resistance value or a high voltage holding ratio, which is light or hot, in addition to the prior art. In addition to the stable characteristics of external stimuli, it is possible to maintain a method of manufacturing a liquid crystal display element which is required for characteristics or performance of a liquid crystal display element such as high-speed response performance.

[Previous Technical Literature] [Patent Literature]

[Patent Document 1] Japanese Patent Laid-Open No. 2008-037918

[Patent Document 2] Japanese Patent Laid-Open No. 2008-038018

[Patent Document 3] Japanese Patent Laid-Open No. 2010-275390

[Patent Document 4] Japanese Special Open 2011052120

The object of the present invention is to provide a liquid crystal composition having a positive Δ ε, that is, a liquid crystal phase having a wide temperature range, low viscosity, good solubility at low temperatures, high specific resistance or voltage retention, and heat resistance. Or a liquid crystal composition which is stable in light, and further used to provide a liquid crystal display element of a TN type or the like which exhibits excellent display quality, such as an imprinting or dripping mark, which is less likely to occur.

The inventors of the present invention have studied various liquid crystal compounds and various chemical substances, and found that the above problems can be solved by combining specific liquid crystal compounds, and the present invention has been completed.

That is, a liquid crystal composition is provided which has a positive dielectric-conducting liquid crystal composition containing a component (A) which is a positive dielectric component, and contains the formula (1) a compound having a positive dielectric property; and a component having a dielectric property of neutrality (B), which comprises one or more of (Formula 2.1) or (2.2)

A compound having a dielectric property of neutrality and having a dielectric conductivity greater than -2 and less than +2; further providing a liquid crystal display element using the liquid crystal composition.

The liquid crystal composition having positive dielectric and inductive properties of the present invention has excellent viscosity and low solubility at low temperatures, and the specific resistance or voltage holding ratio is extremely small due to heat or light, so that the product is The utility model has high practicability, and a liquid crystal display element such as a TN type thereof can achieve high-speed response. Further, since the performance can be stably exhibited in the manufacturing process of the liquid crystal display element, display defects caused by the steps can be suppressed and can be manufactured with high yield, which is extremely useful.

[Formation of the Invention]

The liquid crystal composition having a positive dielectric conductivity of the present invention contains a component (A) which is a component having a positive dielectric property. Further, the component (A) contains the formula (1) Expressed as a compound. In the liquid crystal composition of the present invention, the content of the compound represented by the formula (1) in the component (A) is preferably 2% by mass or more, and more preferably 5% by mass based on the total amount of the liquid crystal composition of the present invention. Further, it is preferably 9% by mass or more, more preferably 15% by mass or more, and particularly preferably 25% by mass or more.

The liquid crystal composition of the present invention may contain a component selected from the formula (4.1) or the formula (4.2) in the component (A) having a positive dielectric property.

A compound representing a compound group. The component (A) may contain only one of these compounds, or may be contained in two types, and it is preferred to appropriately combine them according to the required properties. The type of the compound which can be combined is not particularly limited, and it is preferred to contain one to two of these compounds. The content of the liquid crystal composition of the present invention is preferably 3% by mass or more, more preferably 6% by mass, still more preferably 13% by mass, still more preferably 20% by mass, and particularly preferably 26% by mass. .

The liquid crystal composition of the present invention may further contain, in the component (A) having a positive dielectric property, selected from the formulae (6.1) to (6.4).

A compound representing a compound group. The component (A) may contain only one of these compounds, or may contain two or more of them, and it is preferable to appropriately combine them according to the required properties. When low birefringence and low viscosity are required, it is only necessary to select a combination containing a compound represented by formula (6.1) or (6.2); if high Tni is required, it is selected to contain formula (6.3) or (6.4). A combination of the compounds indicated can be used. The type of the compound which can be combined is not particularly limited, and it is preferred to contain one to four kinds of these compounds, and more preferably one to three kinds. The content of the liquid crystal composition of the present invention is preferably 2% by mass or more, more preferably 6% by mass or more, still more preferably 10% by mass or more, still more preferably 14% by mass or more, and further preferably. It is 18% by mass or more, and particularly preferably 21% by mass or more.

The liquid crystal composition of the present invention may further contain, in the component (A) having a positive dielectric property, selected from the formulae (7.1) to (7.3).

A compound representing a compound group. Since these compounds have different molecular weights depending on the alkyl structure or the number of ring structures at the terminal, the content is appropriately adjusted, and the viscosity of the liquid crystal composition and the change in Tni are expected. For example, a compound represented by the formula (7.3) is effective for the purpose of increasing Tni due to a large molecular weight, but the viscosity is also increased due to a large molecular weight. Therefore, the positive component (A) is preferably a compound represented by the formula (7.3) containing 0.5% by mass or more and less than 15% by mass, more preferably 0.5% by mass, based on the total amount of the liquid crystal composition of the present invention. More than % and less than 11% by mass. Further, the positive component (A) is preferably a compound represented by the formula (7.1) or (7.2), preferably 0.5% by mass or more and less than 20% by mass based on the total amount of the liquid crystal composition of the present invention. It is contained in an amount of 0.5% by mass or more and less than 14% by mass, more preferably 0.5% by mass or more and less than 10% by mass, and particularly preferably 0.5% by mass or more and less than 8% by mass. The type of the compound which can be combined is not particularly limited, and it is preferred to contain one to three kinds of these compounds, and more preferably one to two.

The liquid crystal composition of the present invention may further contain, in the component (A) having a positive dielectric property, selected from the formulae (11.1) to (11.7).

A compound representing a compound group. The compound represented by the formula (11.1) to (11.4) is useful for obtaining a liquid crystal composition having a large dielectric conductivity (Δε) and a low birefringence, and a compound represented by the formula (11.5) to (11.7), There is a liquid crystal composition for obtaining a high Tni in addition to the above. Therefore, it is advisable to consider the required birefringence and Tni in appropriate combination. The component (A) is preferably a compound represented by the formula (11.1) to (11.7), more preferably 6% by mass or more, more preferably 5% by mass or more, based on the total amount of the liquid crystal composition of the present invention. It is contained in an amount of 9% by mass or more, more preferably 10% by mass or more, and particularly preferably 13% by mass or more. The type of the compound which can be combined is not particularly limited, and it is preferably one to five kinds of these compounds, more preferably one to four, and particularly preferably one to three.

The liquid crystal composition of the present invention may further contain, in the component (A) having a positive dielectric property, selected from the formulae (13.1) to (13.4).

A compound representing a compound group. The type of the compound which can be combined is not particularly limited, and it is preferred to contain one to four kinds of these compounds, and more preferably one to three kinds. In addition, the component (A) is preferably a compound represented by the formula (13.1) to (13.4), and more preferably contains 5% by mass or more and less than 30% by mass, based on the total amount of the liquid crystal composition of the present invention. 11% by mass or more and less than 28% by mass, and particularly preferably 15% by mass or more and less than 27% by mass.

The liquid crystal composition of the present invention may further contain a component selected from the formula (14.1) or (14.2) in the component (A) having a positive dielectric property.

A compound representing a compound group. The type of the compound which can be combined is not particularly limited, and it is preferable to contain one to two kinds of these compounds in consideration of solubility and Tni. The component (A) is preferably a compound containing at least 7 mass% or more selected from the group consisting of compounds represented by the formula (14.1) or (14.2), more preferably containing the total amount of the liquid crystal composition of the present invention. 9% by mass or more, and particularly preferably 17% by mass or more.

The liquid crystal composition of the present invention may further contain, in the component (A) having a positive dielectric property, selected from the formulae (15.1) to (15.3).

A compound representing a compound group. The type of the compound which can be combined is not particularly limited, but it is preferably used in combination according to the required properties. Further, when the component (A) contains one compound selected from the compounds represented by the formulae (15.1) to (15.3), the content thereof is preferably 10% by mass or more, and the two components are selected from the formula (15.1) to ( In the case of the compound of the compound represented by the formula (1), the total content of the compound is preferably 21% by mass or more, and when the compound selected from the compounds represented by the formulae (15.1) to (15.3) is contained, the total content of the compound is the same. Good is 24% by mass or more.

The liquid crystal composition of the present invention may further contain, in the component (A) having a positive dielectric property, selected from the formulae (18.1) to (18.5).

A compound representing a compound group. The type of the compound which can be combined is not particularly limited, and it is preferred to contain one to four kinds of these compounds, and more preferably one to three kinds. Further, the component (A) is preferably contained in an amount of 3% by mass or more based on the total amount of the liquid crystal composition of the present invention, and more preferably more preferably 11% by mass or more based on the formula (18.2) to (18.5). Further, the compound represented by the formula (18.1) is contained in an amount of 0.5% by mass or more and less than 5% by mass.

The liquid crystal composition of the present invention may further contain, in the component (A) having a positive dielectric property, selected from the formulae (19.1) to (19.5).

A compound representing a compound group. The type of the compound which can be combined is not particularly limited, and it is preferred to contain one to four kinds of these compounds, and more preferably one to three kinds. Further, the component (A) is preferably a compound containing 6% by mass or more of a compound selected from the group consisting of compounds represented by the formulae (19.2) to (19.5), more preferably the total amount of the liquid crystal composition of the present invention. It is contained in an amount of 8 mass% or more. Furthermore, the component (A) is preferably a compound represented by the formula -(19.5) containing 0.5% by mass or more and less than 4% by mass based on the total amount of the liquid crystal composition of the present invention.

The liquid crystal composition of the present invention may further contain, in the component (A) having a positive dielectric property, selected from the formulae (20.1) to (20.3).

A compound representing a compound group. The type of the compound which can be combined is not particularly limited, and it is preferred to contain one to three of these compounds. In addition, the component (A) is preferably contained in an amount of 6% by mass or more, and more preferably 10% by mass or more based on the total amount of the liquid crystal composition of the present invention.

The liquid crystal composition of the present invention contains the component (B) which is a component having a dielectric property as a neutral component. Further, the component (B) contains the formula (2.1) or (2.2)

Expressed as a compound. In the liquid crystal composition of the present invention, the content of the compound represented by the formula (2.2) of the component (B) is preferably 10% by mass, and more preferably 15% by mass or more based on the total amount of the liquid crystal composition of the present invention. . When the component (B) contains both the compounds represented by the formulae (2.1) and (2.2), the total content thereof is preferably 15% by mass or more, more preferably 20% by mass or more, and still more preferably 25% by mass. The above is particularly preferably 30% by mass or more.

The liquid crystal composition of the present invention may also be selected from the group (3.1) to (3.5) in the dielectrically neutral component (B).

A compound representing a compound group. The type of the compound which can be combined is not particularly limited, and it is preferred to contain one to four kinds of these compounds, more preferably one to three, and particularly preferably one to two. The content of the compound represented by the formula (3.1) to (3.5) of the component (B) is preferably 19% by mass, more preferably 21% by mass or more, more preferably the total amount of the liquid crystal composition of the present invention. 25 mass% or more, more preferably 56 mass% or more, and particularly preferably 61 mass% or more.

The liquid crystal composition of the present invention may further contain a component selected from the formulae (5.1) to (5.4) in the dielectrically neutral component (B).

(wherein, R ₁ and R ₂ each independently represent a compound represented by a linear alkyl group having 1 to 10 carbon atoms or a linear alkenyl group). The type of the compound which can be combined is not particularly limited, and it is preferred to contain one to four kinds of these compounds, more preferably one to three, and particularly preferably one to two. The content of the compound represented by the formula (5.1) to (5.4) of the component (B) is preferably 6% by mass, more preferably 14% by mass or more, more preferably the total amount of the liquid crystal composition of the present invention. 19% by mass or more, more preferably 25% by mass or more, and particularly preferably 30% by mass or more.

The compound represented by the formula (5.1) is specifically applicable to the compounds exemplified below:

The liquid crystal composition of the present invention may further contain a component selected from the formulae (8.1) to (8.4) in the dielectrically neutral component (B).

A compound representing a compound group. The component (B) may contain only one of these compounds, or may contain two or more kinds thereof, and it is preferable to appropriately combine them according to the required refractive index anisotropy, room temperature, and solubility at a freezing point. Solubility is affected by the alkyl structure at both ends of the compound. For example, the neutral component (B) is preferably a compound represented by the formula (8.1) or (8.2) containing 12% by mass or more, or relative to the present invention, with respect to the total amount of the liquid crystal composition of the present invention. The total amount of the liquid crystal composition, the neutral component (B) is preferably a compound containing 7 mass% or more and less than 15 mass% selected from the group consisting of compounds represented by formulas (8.3) to (8.4). More preferably, it is contained in an amount of 11% by mass or more and less than 14% by mass.

Solubility is affected by the alkyl structure at both ends of the compound. The molecular weight distribution of the selected compound is also effective for solubility, and therefore, for example, one of the compounds represented by the formula (8.1) or (8.2) and the compound represented by the formula (8.3) or (8.4) are selected. One type of compound is preferably combined as appropriate.

The liquid crystal composition of the present invention may further contain a component selected from the formulae (9.1) to (9.5) in the dielectrically neutral component (B).

A compound representing a compound group. The component (B) may contain only one of these compounds, or may contain two or more kinds thereof, and it is preferable to appropriately combine them according to the required refractive index anisotropy, room temperature, and solubility at a freezing point. It is preferred to contain one to five kinds of these compounds, more preferably one to four, and particularly preferably one to three. The neutral component (B) is preferably a compound represented by the formula (9.4) or (9.5) containing 0.5% by mass or more and less than 5% by mass, or relative to the total amount of the liquid crystal composition of the present invention. The total amount of the liquid crystal composition of the present invention, the neutral component (B) is preferably a group containing 7% by mass or more and less than 15% by mass selected from the group consisting of compounds represented by the formulae (9.1) to (9.3). More preferably, the compound contains 11% by mass or more and less than 14% by mass.

Solubility is affected by the alkyl structure at both ends of the compound. The molecular weight distribution of the selected compound is broader and the solubility is also For example, it is preferred to select one of the compounds represented by the formula (9.4) or (9.5) and one of the compounds represented by the formula (9.2) or (9.3), and to appropriately combine them.

The liquid crystal composition of the present invention is a component (B) having a dielectric property of neutrality, and may further contain formulas (10.1) to (10.3).

Expressed as a compound. The component (B) is preferably contained in an amount of 4% by mass or more based on the total amount of the liquid crystal composition of the present invention, more preferably 7% by mass or more, and particularly preferably 10% by mass or more.

The liquid crystal composition of the present invention is a component (B) having a dielectric property of neutrality, and may further contain a compound selected from the formulae (12.1) to (12.2).

A compound representing a compound group. The total amount of the liquid crystal composition of the present invention is preferably 4% by mass or more, more preferably 6% by mass or more and less than 10% by mass. The type of the compound which can be combined is not particularly limited, and it is preferred to contain one to two of these compounds.

The liquid crystal composition of the present invention may be further selected from the group consisting of the formula (16.1) to (16.3).

(wherein, R ₁ and R ₂ each independently represent a compound represented by a linear alkyl group having 1 to 10 carbon atoms or a linear alkenyl group). The type of the compound which can be combined is not particularly limited, and it is preferable to contain one to four kinds of these compounds, and more preferably one to three kinds, in consideration of refractive index anisotropy and Tni. The component (B) is preferably a compound selected from the group consisting of compounds represented by the formulae - (16.1) to (16.3), more preferably 7% by mass or more, based on the total amount of the liquid crystal composition of the present invention, more preferably It is contained in an amount of 11% by mass or more, and more preferably in an amount of 17% by mass or more.

The compound represented by the formula - (16.1) is specifically applicable to the compounds exemplified below:

The liquid crystal composition of the present invention may be further selected from the group (17.1) or (17.2).

A compound representing a compound group. The kind of the compound which can be combined is not particularly limited, and it is preferred to combine one or two kinds. In addition, it is preferable to contain 6% by mass or more based on the total amount of the liquid crystal composition of the present invention in consideration of the required solubility.

The liquid crystal composition of the present invention may further contain a component selected from the group consisting of formulas (21.1) to (21.3) in the dielectrically neutral component (B).

A compound representing a compound group. The type of the compound which can be combined is not particularly limited, but it is preferably used in combination with Tni, solubility, and Δn. It is especially preferred to use one or two to three compounds in combination.

When the liquid crystal composition of the present invention contains 73% by mass or more of the component (A) or 81% by mass or more of the component (B), it can be suitably used.

The liquid crystal composition of the present invention has a Δε of 25 ° C of +3.5 or more, preferably +3.5 to +20.0, more preferably +3.5 to +15.0. The Δn at 25 ° C is from 0.08 to 0.14, preferably from 0.09 to 0.13. More specifically, it is preferably 0.10 to 0.13 corresponding to a thin cell gap, and preferably 0.08 to 0.10 corresponding to a thick cell gap. The η at 20 ° C is 10 to 45 mPa ‧ s, preferably 10 to 25 mPa ‧ s, and particularly preferably 10 to 20 mPa ‧ s. The Tni is 60 ° C to 120 ° C, preferably 70 ° C to 110 ° C, and more preferably 75 ° C to 90 ° C.

The liquid crystal composition of the present invention may contain, in addition to the above compounds, a general nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal or the like.

In the liquid crystal composition of the present invention, a liquid crystal display element such as a PS mode can be produced, and a polymerizable compound can be contained. The polymerizable compound which can be used for the polymerization is exemplified by a photopolymerizable monomer which can be polymerized by an energy ray such as light, and the structure thereof may be, for example, a biphenyl derivative or a triphenyl derivative. A polymerizable compound of a liquid crystal skeleton of a ring. More specifically, it is preferably a formula (V) (wherein, X ⁵¹ and X ⁵² each independently represent a hydrogen atom or a methyl group, and Sp ¹ and Sp ² each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms or -O-(CH ₂ ) _s - ( Wherein s represents an integer from 2 to 7, the oxygen atom is bonded to the aromatic ring), and Z ⁵¹ represents -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -CF ₂ O-, - OCF ₂ -, -CH ₂ CH ₂ -, -CF ₂ CF ₂ -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO-, -COO-CH ₂ -, -OCO-CH ₂ -, -CH ₂ -COO-, -CH ₂ -OCO-, -CY ₁ =CY ₂ - (wherein Y ₁ and Y ₂ each independently represent a fluorine atom or a hydrogen atom), -C≡C- or a single bond, M ⁵¹ represents a difunctional monomer represented by a 1,4-phenylene group, a trans-1,4-cyclohexyl group or a single bond, wherein all of the 1,4-phenylene groups in the formula may be substituted by a fluorine atom. .

Preferably, both of X ⁵¹ and X ⁵² represent a diacrylate derivative of a hydrogen atom, and a dimethacrylate derivative each having a methyl group, and preferably any of them represents a hydrogen atom and the other A compound representing a methyl group. In terms of the rate of polymerization of these compounds, the diacrylate derivative is the fastest, the dimethacrylate derivative is slow, and the asymmetric compound is in between; the preferred form can be used depending on its use. Among the PSA display elements, dimethacrylate derivatives are particularly preferred.

Sp ¹ and Sp ² each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms or -O-(CH ₂ ) _s -, and it is preferred that at least one of the PSA display elements is a single bond. Preferably, the compound which represents a single bond or either represents a single bond, and the other represents a form of an alkylene group having 1 to 8 carbon atoms or -O-(CH ₂ ) _s -. In this case, it is preferably an alkyl group of 1 to 4, and s is preferably 1 to 4.

Z ^{51 is} preferably -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -, -CH ₂ CH ₂ -, -CF ₂ CF ₂ - or The key is more preferably -COO-, -OCO- or a single bond, and particularly preferably a single bond.

M ⁵¹ represents a 1,4-phenylene group, a trans-1,4-cyclohexylene group or a single bond in which any hydrogen atom may be substituted by a fluorine atom, preferably a 1,4-phenylene group or a single bond. When C represents a ring structure other than a single bond, Z ^{51 is} preferably a linking group other than a single bond, and when M ⁵¹ is a single bond, Z ^{51 is} preferably a single bond.

Among these points, in the general formula (V), the ring structure between Sp ¹ and Sp ² is specifically preferably the structure described below.

In the general formula (V), when M ⁵¹ represents a single bond and the ring structure is formed of two rings, it is preferred to express the formula (Va-1) to the formula (Va-5), more preferably the formula (Va-1). ) to the formula (Va-3), the expression (Va-1) is particularly preferred;

(wherein both ends are bonded to Sp ¹ or Sp ² ).

The alignment regulating force after polymerization of the polymerizable compound containing these skeletons is optimal for the PSA type liquid crystal display device, and since a good alignment state is obtained, display unevenness is suppressed or does not occur at all.

From the above, as the polymerizable monomer, it is particularly preferred to carry out the formula (V-1) to the formula (V-4), and most preferably the formula (V-2);

(wherein, Sp ² represents an alkylene group having 2 to 5 carbon atoms).

When a monomer is added to the liquid crystal composition of the present invention, polymerization can be carried out without a polymerization initiator, and in order to promote polymerization, It may contain a polymerization initiator. The polymerization initiator may, for example, be a benzoin ether, a benzophenone, an acetophenone, a benzyl ketal or a mercaptophosphine oxide.

The liquid crystal composition containing the polymerizable compound of the present invention can be polymerized by ultraviolet irradiation by the polymerization of the polymerizable compound contained therein to impart liquid crystal alignment ability, and can be used for controlling light transmittance by utilizing birefringence of the liquid crystal composition. A quantity of liquid crystal display elements. It is an AM-LCD (active matrix liquid crystal display element), a TN (nematic liquid crystal display element), an STN-LCD (super twisted nematic liquid crystal display element), and an OCB-LCD for use as a liquid crystal display element, but particularly It is used in AM-LCDs and can be used for transmissive or reflective liquid crystal display elements.

The two substrates of the liquid crystal cell used for the liquid crystal display element may be made of glass or a transparent transparent material such as plastic, or an opaque material such as tantalum may be used. The transparent substrate having a transparent electrode layer can be obtained, for example, by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.

The color filter can be formed by, for example, a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method, or the like. For example, a method of forming a color filter using a pigment dispersion method is applied to a transparent substrate by applying a curable coloring composition for a color filter to a transparent substrate, followed by heating or It is hardened by light irradiation. By performing this step for each of the three colors of red, green, and blue, a pixel portion for a color filter can be formed. Further, a pixel electrode provided with an active element such as a TFT, a thin film diode, or a metal insulator metal specific resistance element may be provided on the substrate.

The substrate is opposed to the inside of the transparent electrode layer. At this time, the interval of the substrate can be adjusted via the spacer. At this time, the thickness of the obtained light-adjusting layer is preferably adjusted to 1 to 100 μm. More preferably, it is 1.5 to 10 μm. When a polarizing plate is used, the product of the refractive index anisotropy Δn of the liquid crystal and the cell thickness d is adjusted so that the contrast is maximized. Moreover, if there are two polarizing plates, the polarizing axes of the respective polarizing plates can be adjusted to adjust the viewing angle or contrast better. Further, a retardation film for expanding the viewing angle can also be used. The spacer may, for example, be a columnar spacer containing glass particles, plastic particles, alumina particles, or a photoresist material. Thereafter, a sealing agent such as an epoxy-based thermosetting composition is screen-printed on the substrate in the form of a liquid crystal injection port, and the substrates are bonded to each other and heated to thermally cure the sealing agent.

A method of sandwiching a liquid crystal composition containing a polymerizable compound between two substrates can be carried out by a general vacuum injection method or an ODF method, but in the vacuum injection method, although no dripping marks are formed, there are residual injection marks. In the invention of the present invention, it can be preferably used by a display element manufactured by the ODF method. In the manufacturing process of the liquid crystal display element of the ODF method, the epoxy-based photothermal heat is used in any of the rear plate or the front plate to form a closed-loop embankment by a dispenser, and is degassed. After dropping a predetermined amount of the liquid crystal composition, the front plate and the rear plate are joined to each other to manufacture a liquid crystal display element. The liquid crystal composition of the present invention can be preferably used because it can stably carry out the dropping of the liquid crystal composition in the ODF step.

As a method of polymerizing a polymerizable compound, in order to obtain a good alignment property of a liquid crystal, it is desirable to have a moderate polymerization rate, and therefore it is preferred to A method of performing polymerization by using an active energy ray such as an ultraviolet ray or an electron beam alone or in combination or sequentially. When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used. In addition, when the liquid crystal composition containing the polymerizable compound is polymerized in a state of being sandwiched between the two substrates, at least the substrate on the irradiation surface side must have appropriate transparency to the active energy ray. Further, it is also possible to use a method in which only a specific portion is polymerized by a mask during light irradiation, and the alignment state of the unpolymerized portion is changed by changing conditions such as an electric field, a magnetic field, or a temperature, and further irradiated with active energy rays to be polymerized. Means. In particular, in the case of ultraviolet light exposure, it is preferred to perform ultraviolet exposure while applying an alternating electric field to the liquid crystal composition containing the polymerizable compound. The applied alternating electric field is preferably an alternating current having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage can be selected depending on the desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In the liquid crystal display device of the transverse electric field type MVA mode, it is preferable to control the pretilt angle to 80 to 89.9 degrees from the viewpoint of alignment stability and contrast.

The temperature at the time of irradiation is preferably within a temperature range in which the liquid crystal state of the liquid crystal composition of the present invention is maintained. It is preferred to carry out the polymerization at a temperature close to room temperature, that is, typically at a temperature of from 15 to 35 °C. As the lamp for generating ultraviolet rays, a metal halide lamp, a high pressure mercury lamp, an ultrahigh pressure mercury lamp or the like can be used. Further, as the wavelength of the ultraviolet ray to be irradiated, it is preferred to irradiate ultraviolet rays in a wavelength region which is not an absorption wavelength region of the liquid crystal composition, and it is preferred to use ultraviolet rays as needed. The intensity of the ultraviolet ray to be irradiated is preferably from 0.1 mW/cm ² to 100 W/cm ² , more preferably from 2 mW/cm ² to 50 W/cm ² . The energy of the irradiated ultraviolet rays can be appropriately adjusted, but is preferably from 10 mJ/cm ² to 500 J/cm ² , more preferably from 100 mJ/cm ² to 200 J/cm ² . The intensity can also be changed when ultraviolet rays are irradiated. The time for irradiating the ultraviolet rays can be appropriately selected depending on the intensity of the ultraviolet rays to be irradiated, but it is preferably from 10 seconds to 3600 seconds, more preferably from 10 seconds to 600 seconds.

The liquid crystal display element using the liquid crystal composition of the present invention is used for both high-speed response and suppression of display failure, and particularly for a liquid crystal display element for active matrix driving, and can be applied to VA mode, PSVA mode, or liquid crystal for TN mode. Display component.

Hereinafter, a preferred embodiment of the liquid crystal display device of the present invention will be described in detail with reference to the drawings.

Fig. 1 is a cross-sectional view showing a liquid crystal display element including two substrates facing each other, a sealing material provided between the substrates, and a liquid crystal sealed in a sealing region surrounded by the sealing material.

Specifically, it is provided with a rear plate on which a TFT layer 102 and a pixel electrode 103 are provided, and a passivation film 104 and an alignment film a105 are provided from above; a front plate is attached to the substrate b200. a black matrix 202, a color filter 203, a planarization film (overcoat layer) 201, and a transparent electrode 204 are disposed thereon, and an alignment film b205 is disposed from above and opposed to the rear plate; and is disposed on the substrate A sealing material 301; and a liquid crystal display element 303 sealed in a sealing region surrounded by the sealing material, and a specific form of a liquid crystal display element having protrusions 304 provided on a surface of the substrate on which the sealing material 301 is in contact with each other.

The material of the substrate a or the substrate b is not particularly limited as long as it is substantially transparent, and glass, ceramics, plastic, or the like can be used. As the plastic substrate, cellulose, cellulose triacetate, cellulose diacetate or the like can be used. Polyesters such as vitamin derivatives, polycycloolefin derivatives, polyethylene terephthalate, polyethylene naphthalate, polyolefins such as polypropylene and polyethylene, polycarbonate, polyvinyl alcohol, and polychlorinated Ethylene, polyvinylidene chloride, polyamine, polyimine, polyamidamine, polystyrene, polyacrylate, polymethacrylate, polyether oxime, polyaryl ester, even glass fiber - Inorganic-organic composite materials such as epoxy resin, glass fiber-acrylic resin, and the like.

In addition, when a plastic substrate is used, it is preferable to provide a barrier film. The function of the barrier film is to reduce the moisture permeability of the plastic substrate and to improve the reliability of the electrical characteristics of the liquid crystal display element. The barrier film is not particularly limited as long as it has high transparency and low water vapor permeability. Generally, an inorganic material such as cerium oxide is used, and vapor deposition or sputtering, chemical vapor deposition (CVD) is used. The film formed by the method).

In the present invention, the substrate a or the substrate b may be the same material or a different material, and is not particularly limited. When a glass substrate is used, a liquid crystal display element excellent in heat resistance and dimensional stability can be produced. Further, in the case of a plastic substrate, it is preferably a roll-to-roll manufacturing method and is suitable for weight reduction or flexibility. Moreover, for the purpose of imparting flatness and heat resistance, good results can be obtained by combining a plastic substrate and a glass substrate.

Further, in the later-described embodiment, a substrate is used as the material of the substrate a100 or the substrate b200. In the subsequent board, the TFT layer 102 and the pixel electrode 103 are provided on the substrate a100. These are manufactured in the usual array steps. A backing plate can be obtained by disposing the passivation film 104 and the alignment film a105 thereon.

The passivation film 104 (also referred to as an inorganic protective film) is a type for protecting the TFT The film of the layer is generally formed by a chemical vapor deposition (CVD) technique or the like for a nitride film (SiNx), an oxide film (SiOx) or the like.

Further, the alignment film a105 is a film having a function of aligning liquid crystals, and a polymer material such as polyimine is generally used. As the coating liquid, an alignment agent solution containing a polymer material and a solvent is used. Since the alignment film may hinder the adhesion to the sealing material, the pattern is applied in the sealing region. The coating method uses a printing method such as a flexographic printing method, a droplet discharge method such as an inkjet method. The applied alignment agent solution is temporarily dried to evaporate the solvent, and then cross-linked and hardened by baking. Thereafter, alignment processing is performed in order to display the alignment function.

The alignment treatment is generally performed by a rubbing method. The polymer film formed as described above is subjected to rubbing in one direction by using a rubbing cloth containing fibers such as ruthenium to produce a liquid crystal alignment ability.

Also, the light alignment method is sometimes used. The photo-alignment method is a method of producing an alignment ability by irradiating a polarized light on an alignment film containing a photosensitive organic material, and does not cause scratches or dust of the substrate due to the rubbing method. As an example of the organic material in the photo-alignment method, there is a material containing a dichroic dye. As the dichroic dye, those having a photoreaction which is a photoreaction originating in the liquid crystal alignment ability (hereinafter simply referred to as a photo-alignment group) can be used. The photoreaction described above is an alignment induction or isomerization reaction of a molecule of Weigert's effect produced by photochromism (eg, azophenyl), dimerization reaction (eg, cinnamyl thiol) ), a photocrosslinking reaction (for example, a benzophenone group), or a photodecomposition reaction (for example, a polyfluorenylene group). After the applied alignment agent solution is temporarily dried to evaporate the solvent, it can be obtained by irradiating light having any deviation (polarization). An alignment film with an orientation capability. The other front plate is provided with a black matrix 202, a color filter 203, a planarizing film 201, a transparent electrode 204, and an alignment film b205 on the substrate b200.

The black matrix 202 is produced by, for example, a pigment dispersion method. Specifically, a colored resin liquid in which a black colorant for forming a black matrix is uniformly dispersed is applied onto a substrate b200 provided with a barrier film 201 to form a colored layer. Next, the colored layer is baked to harden it. The photoresist is coated thereon and pre-baked. After the photoresist is exposed through the mask pattern, development is performed to pattern the colored layer. Thereafter, the photoresist layer is peeled off, and the colored layer is baked to complete the black matrix 202.

Alternatively, a photoresist type pigment dispersion liquid can also be used. At this time, after the photoresist type pigment dispersion liquid is applied and prebaked, after being exposed through the mask pattern, development is performed to pattern the colored layer. Thereafter, the photoresist layer is peeled off, and the colored layer is baked to complete the black matrix 202. The color filter 203 is formed by a pigment dispersion method, an electrodeposition method, a printing method, a dyeing method, or the like. In the case of the pigment dispersion method, a colored resin liquid in which a pigment (for example, a red pigment) is uniformly dispersed is applied onto a substrate b200, and after baking hardening, a photoresist is applied thereon and pre-baked. After the photoresist is exposed through the mask pattern, it is developed and patterned. Thereafter, the (red) color filter 203 is completed by peeling off the photoresist layer and baking again. The order of the colors made is not particularly limited. The green color filter 203 and the blue color filter 203 are formed in the same manner. The transparent electrode 204 is provided on the color filter 203 (in order to flatten the surface, an overcoat layer (201) is provided on the color filter 203 as needed). The transparent electrode 204 has a higher penetration rate, and the smaller the resistance, the better. The transparent electrode 204 is formed by oxidation such as ITO by sputtering or the like. membrane.

Further, for the purpose of protecting the transparent electrode 204, a passivation film may be provided on the transparent electrode 204.

The alignment film b205 is the same as the alignment film a105 described above. Although the specific form of the rear plate and the front plate used in the present invention has been described above, the present embodiment is not limited to this specific form, and the form can be freely changed depending on the desired liquid crystal display element. The shape of the columnar spacer is not particularly limited, and the horizontal cross section may be various shapes such as a polygon such as a circle or a quadrangle, but the misalign margin at the step is considered, and the horizontal section is made circular or positive. Polygons are especially good. Further, the shape of the protrusion is preferably a truncated cone or a truncated cone. The material of the columnar spacer is not particularly limited as long as it is a sealing material or an organic solvent or a liquid crystal which is not dissolved in the sealing material, and is preferably a synthetic resin (curable resin) in terms of processing and weight reduction. . On the other hand, the protrusions may be provided on the surface on which the sealing material on the first substrate meets by means of photolithography or droplet discharge. For this reason, it is preferred to use a photocurable resin suitable for a method using photolithography or a droplet discharge method.

As an example, a case where the front columnar spacer is obtained by photolithography will be described.

A resin liquid for forming a columnar spacer (without a colorant) is applied onto the transparent electrode 204 of the front plate. Next, the resin layer is baked to be cured. The photoresist is coated thereon and pre-baked. After the photoresist is exposed through the mask pattern, development is performed to pattern the resin layer. Thereafter, the photoresist layer is peeled off, and the columnar spacer is completed by baking the resin layer.

The position at which the column spacer is formed may be determined according to the mask pattern. The location you want. Therefore, both the inside of the sealing region of the liquid crystal display element and the outside of the sealing region (the sealing material coating portion) can be simultaneously formed. Further, in order to prevent deterioration in the quality of the sealing region, it is preferable that the column spacers are formed on the black matrix. The column spacers produced by the photolithography method are referred to as "column spacers" or "photo spacers".

The material of the spacer is a mixture of a negative-type water-soluble resin such as a PVA-strolbazo photosensitive resin, a polyfunctional acrylic monomer, an acrylic copolymer, a triazole-based initiator, or the like. There may be a method of using a coloring resin in which a coloring agent is dispersed in a polyimide resin. The present invention is not particularly limited, and a spacer can be obtained from a known material depending on the compatibility with the liquid crystal or the sealing material to be used.

In this manner, after the columnar spacer is provided on the surface of the sealing region on the front plate, a sealing material (301 in FIG. 1) is applied to the surface in contact with the sealing material of the rear plate.

The material of the sealing material is not particularly limited, and a curable resin composition in which a polymerization initiator is added to an epoxy-based or acrylic-based photocurable resin, a thermosetting resin, or a photocurable resin can be used. Further, in order to control moisture permeability, elastic modulus, viscosity, and the like, a filler containing an inorganic substance or an organic substance may be added. The shape of these fillers is not particularly limited, and is spherical, fibrous, amorphous, or the like. Further, in order to favorably control the cell gap, and to blend a spherical or fibrous spacer material having a monodisperse diameter or to further strengthen the adhesion to the substrate, a fibrous substance which easily entangles with the protrusion on the substrate may be mixed. The diameter of the fibrous material used at this time is preferably about 1/5 to 1/10 of the cell gap, and the length of the fibrous material is desirably shorter than the seal coating width.

In addition, the material of the fibrous material is not particularly limited as long as a predetermined shape can be obtained, and synthetic fibers such as cellulose, polyamide or polyester, or inorganic materials such as glass and carbon can be appropriately selected.

As a method of applying the sealing material, there is a printing method or a dispensing method, and a dispensing method in which the amount of the sealing material is small is preferable. The coating position of the sealing material is generally set on the black matrix to prevent adverse effects on the sealing area. In order to form the liquid crystal dropping region of the next step (to prevent liquid crystal leakage), the sealing material coating shape is set to a closed loop shape.

The liquid crystal was dropped on the closed-loop shape (sealing region) of the sheet before the application of the aforementioned sealing material. Usually a dispenser is used. In order to make the amount of the dropped liquid crystal coincide with the liquid crystal cell volume, it is basically the same amount as the volume obtained by multiplying the height of the columnar spacer by the seal coating area. However, in order to prevent liquid crystal leakage or optimize display characteristics during the cell bonding step, the amount of liquid crystal dropped may be appropriately adjusted or the liquid crystal dropping position may be dispersed.

Next, the back plate was bonded to the front plate on which the sealing material was applied and the liquid crystal was dropped. Specifically, the front plate and the rear plate are attracted to a base having a mechanism for adsorbing the substrate such as an electrostatic chuck, so that the alignment film b of the front plate faces the alignment film a of the rear plate, and It is disposed at a position (distance) where the sealing material does not contact another substrate. In this state, the internal pressure of the system is reduced. After the decompression is completed, the positions of the two substrates are adjusted while the bonding positions of the front plate and the rear plate are confirmed (alignment operation). When the adjustment of the bonding position is completed, the substrate is brought close to the position where the sealing material on the front plate is in contact with the rear plate. In this state, the inside of the system is filled with an inert gas, and the pressure is gradually released while returning to normal pressure. At this time, the front plate and the rear plate are bonded together by the atmospheric pressure, and the cell gap is formed at the height position of the columnar spacer. In this state The sealing material is cured by irradiating ultraviolet rays to the sealing material to form a liquid crystal cell. Thereafter, a heating step is added as the case may be to promote the hardening of the sealing material. In order to enhance the adhesion of the sealing material or to improve the reliability of the electrical characteristics, there are many cases where a heating step is added.

[Examples]

The following examples are given to further illustrate the invention, but the invention is not limited to the examples. In addition, "%" in the composition of the following examples and comparative examples means "% by mass".

In the examples, the measured characteristics are as follows:

Transfer to (Tni): nematic phase-isotropic liquid phase transfer temperature (°C)

Birefringence (Δn): refractive index anisotropy at 25 ° C

Dielectrical conductivity (△ε): Dielectric conductivity at 25 °C

Viscosity (η): viscosity at 20 ° C (mPa ‧ s)

Rotational viscosity (γ1): Rotational viscosity at 25 ° C (mPa ‧ s)

Voltage holding ratio (VHR): Voltage holding ratio at 60 ° C at a frequency of 60 Hz and an applied voltage of 1 V (%)

brand:

The imprinting evaluation of the liquid crystal display element was carried out by displaying the predetermined fixed pattern for 1000 hours in the display region, and visually observing the degree of the afterimage of the fixed pattern when the full screen was uniformly displayed, according to the following four-stage evaluation.

◎ no afterimage

○ There are very few afterimages, which are still tolerable

△ There is an afterimage, which is unacceptable

× has afterimage, very poor

Drop marks:

The evaluation of the drip marks of the liquid crystal display device was carried out by visually observing the dripping marks which were whitened and floated in the case of all black display, according to the following four-stage evaluation.

◎ no afterimage

○ There are very few afterimages, which are still tolerable

△ There is an afterimage, which is unacceptable

× has afterimage, very poor

Process suitability:

For process suitability, a fixed-volume metering pump is used in the ODF process, and 50 pL of liquid crystal is dropped every 100 times for 100,000 times, and the following "0-100 times, 101-200 times, 201~ are evaluated according to the following four stages. 300 times, ...99901~100000 times, the change in the amount of liquid crystal dropped every 100 times.

◎ Very small change (stable manufacturing of liquid crystal display elements)

○ Some slight changes are still tolerable

△ There is a change, which is unacceptable (the yield is deteriorated due to unevenness)

×Change, very poor (liquid crystal leakage, vacuum bubble generation)

Solubility at low temperatures:

The solubility evaluation at low temperature was carried out by modulating the liquid crystal composition, and weighing 1 g of the liquid crystal composition in a 2 mL sample bottle, and in the temperature-controlled test tank, the following was taken as 1 cycle "-20 ° C (maintained) 1 hour)→temperature (0.1°C/min)→0°C (for 1 hour)→temperature (0.1°C/min)→20°C (for 1 hour)→cooling (-0.1°C/min)→0°C (keep 1) Hour) → cooling (-0.1 ° C / min) → -20 ° C" and continuously giving a temperature change to visually observe the generation of precipitates from the liquid crystal composition, and perform the following 4 Stage assessment.

◎ No precipitate was observed for 600 hours or more.

○ No precipitate was observed for 300 hours or more.

A precipitate was observed within Δ150 hours.

The precipitate was observed within ×75 hours.

Further, in the examples, the following abbreviations are used for the description of the compounds.

(ring structure)

(side chain structure and joint structure)

(Example 1)

The liquid crystal composition LC-1 shown below was prepared.

The physical property values of LC-1 are as follows:

The initial VHR with respect to the liquid crystal composition LC-1 was 99.0%, and the VHR after standing at a high temperature of 150 ° C for 1 hour was 98.5%. The results of evaluation of the solubility at low temperatures show excellent properties as shown in the following table. Further, using the liquid crystal composition LC-1, a TN liquid crystal display element was produced by an ODF process, and the results of the imprinting, dropping marks, and process suitability were examined by the above methods, and the results as shown below were shown.

(Comparative Example 1)

The liquid crystal composition LC-2 shown below which does not contain the compound represented by the formula (1) is prepared.

The physical properties of LC-2 are as follows:

The liquid crystal composition LC-2 which does not contain the compound represented by the formula (1) exhibits an increase in viscosity and rotational viscosity as compared with the liquid crystal composition LC-1 containing the compound represented by the formula (1). The initial VHR with respect to the liquid crystal composition LC-2 was 99.0%, and the VHR after leaving at 150 ° C for 1 hour was 98.4%. The results of evaluation of the solubility at low temperature are shown in the following table, and early precipitation was observed as compared with LC-1.

Further, the TN liquid crystal display element was produced using the liquid crystal composition LC-2, and the results of the imprinting, the dripping marks, and the process suitability were measured by the above-described methods, and the results shown below were inferior to those in the first embodiment.

(Example 2)

The liquid crystal composition LC-3 shown below was prepared.

The physical properties of LC-3 are as follows:

The initial VHR with respect to the liquid crystal composition LC-3 was 99.6%, and the VHR after standing at a high temperature of 150 ° C for 1 hour was 98.8%. The results of evaluation of the solubility at low temperatures show excellent properties as shown in the following table. Further, using the liquid crystal composition LC-3, a TN liquid crystal display element was produced by an ODF process, and the results of the imprinting, dripping marks, and process suitability were examined by the above methods, and the results as shown below were shown.

(Comparative Example 2)

The liquid crystal composition LC-4 shown below which does not contain the compound represented by the formula (1) is prepared.

The physical properties of LC-4 are as follows:

The liquid crystal composition LC-4 which does not contain the compound represented by the formula (1) exhibits a rotational viscosity increase as compared with the liquid crystal composition LC-3 containing the compound represented by the formula (1). The initial VHR with respect to the liquid crystal composition LC-4 was 99.5%, and the VHR after standing at a high temperature of 150 ° C for 1 hour was 98.5%. The results of evaluation of the solubility at low temperature are shown in the following table, and early precipitation was observed as compared with LC-3.

Further, the TN liquid crystal display element was produced by using the liquid crystal composition LC-4, and the results of the imprinting, the dropping mark, and the process suitability were measured by the above-described method, and the results shown in the following Example 2 were inferior.

(Example 3)

The liquid crystal composition LC-5 shown below was prepared, and its physical property value was measured. The results are shown in the table below.

The physical properties of LC-5 are as follows:

The initial VHR with respect to the liquid crystal composition LC-5 was 99.2%, and the VHR after leaving at 150 ° C for 1 hour was 98.4%. The results of evaluation of the solubility at low temperatures show excellent properties as shown in the following table. Further, using the liquid crystal composition LC-5, a TN liquid crystal display element was produced by an ODF process, and the results of the imprinting, dropping marks, and process suitability were examined by the above methods, and excellent results as shown below were shown.

(Comparative Example 3)

The liquid crystal composition LC-6 shown below which does not contain the compound represented by the formula (2.1) or (2.2) is prepared.

The physical properties of LC-6 are as follows:

The liquid crystal composition LC-6 which does not contain the compound represented by the formula (2.1) or (2.2) exhibits a rotational viscosity increase as compared with the liquid crystal composition LC-5 containing the compound represented by the formula (2.1). The initial VHR with respect to the liquid crystal composition LC-6 was 99.5%, and the VHR after standing at a high temperature of 150 ° C for 1 hour was 98.5%. The results of evaluation of the solubility at low temperature are shown in the following table, and early precipitation was observed as compared with LC-5.

Further, the TN liquid crystal display element was produced using the liquid crystal composition LC-6, and the results of the imprinting, the dripping marks, and the process suitability were measured by the above-described methods, and the results shown below were inferior to those in the third embodiment.

(Example 4)

The liquid crystal composition LC-7 shown below was prepared and its physical property value was measured. The results are shown in the table below.

The physical properties of LC-7 are as follows:

The initial VHR with respect to the liquid crystal composition LC-7 was 99.5%, and the VHR after standing at 150 ° C for 1 hour was 98.6%. The results of evaluation of the solubility at low temperatures show excellent properties as shown in the following table. Further, the liquid crystal composition LC-7 was used to produce a TN liquid crystal display element by an ODF process, and the results of the imprinting, dropping marks, and process suitability were examined by the above methods, and the results as shown below were shown.

(Comparative Example 4)

The liquid crystal composition LC-8 shown below which does not contain the compound represented by the formula (2.1) or (2.2) is prepared.

The physical properties of LC-8 are as follows:

The liquid crystal composition LC-8 which does not contain the compound represented by the formula (2.1) or (2.2) exhibits a rotational viscosity increase as compared with the liquid crystal composition LC-7 containing the compound represented by the formula (2.2). The initial VHR with respect to the liquid crystal composition LC-8 was 99.0%, and the VHR after leaving at 150 ° C for 1 hour was 98.1%. As a result of evaluating the solubility at a low temperature, as shown in the following table, an early precipitation was observed as compared with LC-7.

Further, the TN liquid crystal display element was produced by using the liquid crystal composition LC-8, and the results of the imprinting, the dripping marks, and the process suitability were measured by the above-described methods, and the results shown below were inferior to those in the fourth embodiment.

(Examples 7 to 10)

The liquid crystal compositions LC-9 to LC-12 shown below were prepared and their physical property values were measured. The results are shown in the table below.

The liquid crystal compositions LC-9 to LC-12 have good low-temperature solubility, and the initial VHR and the VHR after being placed at a high temperature of 150 ° C for one hour are slightly changed, which is an allowable change. Further, as a result of examining the imprinting, dripping marks, and process suitability of the TN liquid crystal display element produced using the liquid crystal compositions LC-9 to LC-12, the results shown below are excellent.

(Example 11 to Example 14)

The liquid crystal compositions LC-13 to LC-16 shown below were prepared and their physical property values were measured. The results are shown in the table below.

The liquid crystal compositions LC-13 to LC-16 have good low-temperature solubility, and the initial VHR and the VHR after being placed at a high temperature of 150 ° C for one hour are slightly changed, which is an allowable change. Further, the results of the imprinting, dripping marks, and process suitability of the TN liquid crystal display element produced using the liquid crystal compositions LC-13 to LC-16 were measured, and excellent results as shown below were shown.

(Examples 15 to 18)

The liquid crystal compositions LC-17 to LC-20 shown below were prepared and their physical property values were measured. The results are shown in the table below.

The liquid crystal composition LC-17~LC-20 had good low-temperature solubility, and the VHR of the initial VHR and the high temperature of 150 ° C for 1 hour did not change. Further, as a result of examining the imprinting, dripping marks, and process suitability of the TN liquid crystal display element produced using the liquid crystal compositions LC-17 to LC-20, the results shown below are excellent.

(Example 19 to Example 22)

The liquid crystal compositions LC-21 to LC-24 shown below were prepared and their physical property values were measured. The results are shown in the table below.

The liquid crystal compositions LC-21 to LC-24 have good low-temperature solubility, and the initial VHR and the VHR after being placed at a high temperature of 150 ° C for one hour are slightly changed, and are allowable changes. Further, as a result of examining the imprinting, dripping marks, and process suitability of the TN liquid crystal display element produced using the liquid crystal compositions LC-21 to LC-24, the following results show excellent results.

(Example 23 to Example 26)

The liquid crystal compositions LC-25 to LC-28 shown below were prepared and their physical property values were measured. The results are shown in the table below.

The liquid crystal composition LC-25~LC-28 has good low-temperature solubility, and the VHR of the initial VHR and the high temperature of 150 ° C for 1 hour does not change. Further, as a result of examining the imprinting, dripping marks, and process suitability of the TN liquid crystal display element produced using the liquid crystal compositions LC-25 to LC-28, the results are as follows.

(Embodiment 27 to Embodiment 30)

The liquid crystal compositions LC-29 to LC-32 shown below were prepared and their physical property values were measured. The results are shown in the table below.

The liquid crystal compositions LC-29 to LC-32 had good low-temperature solubility, and the VHR of the initial VHR and the high temperature of 150 ° C for 1 hour did not change. Further, as a result of examining the imprinting, dripping marks, and process suitability of the TN liquid crystal display element produced using the liquid crystal compositions LC-29 to LC-32, the results shown below are excellent.

(Example 31 to Example 33)

The liquid crystal compositions LC-33 to LC-35 shown below were prepared and their physical property values were measured. The results are shown in the table below.

The liquid crystal compositions LC-33 to LC-35 had good low-temperature solubility, and almost no change was observed between the initial VHR and the VHR after standing at a high temperature of 150 ° C for 1 hour. Further, as a result of examining the imprinting, dripping marks, and process suitability of the TN liquid crystal display element produced using the liquid crystal compositions LC-33 to LC-35, the results shown below are excellent.

(Example 35)

0.3% of the nematic liquid crystal composition LC-1 shown in Example 2 was added to the formula (V-2) The polymerizable compound shown was uniformly dissolved to prepare a polymerizable liquid crystal composition CLC-1. The physical properties of CLC-1 did not differ from those of the nematic liquid crystal composition shown in Example 1. CLC-1 was injected by vacuum injection into a cell gap of 3.5 μm, coated with a ITO-attached liquid crystal cell of a polyimide film which induces uniform alignment. A rectangular wave having a frequency of 1 kHz was applied to the liquid crystal cell, and the liquid crystal cell was irradiated with ultraviolet light by a high-pressure mercury lamp through a filter that could block ultraviolet rays of 320 nm or less. The horizontally-aligned liquid crystal display element in which the polymerizable compound in the polymerizable liquid crystal composition was polymerized was obtained by adjusting the irradiation intensity of the surface of the liquid crystal cell to 10 mW/cm ² and irradiating for 600 seconds. By the polymerization of the polymerizable compound, it was confirmed that the alignment regulating force for the liquid crystal compound was formed.

(Embodiment 36) Manufacture of liquid crystal display element for active matrix drive

(production of front plane)

(formation of black matrix)

The composition for forming a black matrix having the following composition was applied to a borosilicate glass substrate for liquid crystal display device (OA-10 manufactured by Nippon Electric Glass Co., Ltd.) in a wet state by a die coater to a thickness of 10 μm, and dried. Prebaking at a temperature of 90 ° C for 2 minutes to form a black matrix layer having a thickness of 2 μm.

(Black matrix forming coating composition)

‧ Benzyl methacrylate / methacrylic acid copolymer (Morby = 73 / 27) 300 parts

‧ dipentaerythritol hexaacrylate 160 parts

‧carbon black dispersion 300 parts

‧Photopolymerization initiator (2-benzyl-2-dimethylamino-1-(4-N-) Polinylphenyl)butanone-1) 5 parts

‧ Propylene glycol monomethyl ether acetate 1200 parts

※The number of copies is the quality standard

Then, the glass substrate with the black matrix layer obtained above is introduced into an exposure apparatus including a device that transports the substrate from the upstream side to the downstream side, and is transported to the exposure unit.

The temperature of the main body of the exposure apparatus was adjusted to 23 ° C ± 0.1 ° C, and the relative humidity was made 60% ± 1%.

After the glass substrate with the black matrix layer was adsorbed and fixed on the exposure stage, the interval (gap) between the surface of the coating film of the glass substrate and the mask pattern was automatically adjusted to 100 μm. Further, the exposure position of the glass substrate is automatically detected by the distance from the end surface of the glass substrate, and the exposure from the glass substrate to the position of the mask pattern is automatically adjusted to a predetermined distance. A high-pressure mercury lamp was used as a light source, and an exposure area of 200 mm × 200 mm was used, and exposure was performed for 20 seconds with an I line (wavelength: 365 nm) at an illuminance of 15 mW/cm ² , and an exposure amount of 300 mJ/cm ² was used.

The development processing is performed by providing a developing device on the downstream side of the exposure machine. The exposed glass substrate was conveyed at a constant speed of 400 mm/min to obtain a black matrix layer-attached substrate (1) in which a black matrix having a predetermined pattern was laminated.

The alignment mark formed of the same material as the black matrix was measured in a transport direction by a size measuring machine (NEXIV VMR-6555 manufactured by Nikon) under the conditions of a temperature of 23 ° C ± 0.1 ° C and a relative humidity of 60% ± 1%. As a result of the dimensional change in the direction perpendicular to the transport direction, the transport direction of the size value of the reticle is 100.000 mm, and the vertical direction is 100.000 mm, and the size of the pattern actually formed on the glass substrate is the transport direction: 99.998 mm, Vertical direction: 100.001mm.

Thereafter, the black matrix was thermally cured by post-baking at 220 ° C for 30 minutes in a baking oven. The obtained black matrix was measured under the same conditions as described above (temperature: 23 ° C ± 0.1 ° C, relative humidity: 60% ± 1%), and the size of the pattern formed on the substrate (1) was the transport direction: 99.998 mm. Vertical direction: 100.001mm.

(formation of RGB colored layer)

On the substrate (1) having the black matrix layer, a composition for forming a color pattern of the following composition is used, and a mold coater is used in a wet state. The film was applied to a thickness of 10 μm, dried, and prebaked at a temperature of 90 ° C for 2 minutes to obtain a substrate (1) having a thickness of 2 μm and a black matrix layer ‧ coloring pattern forming composition.

In the following, the composition of the composition for forming a red coloring pattern is shown. When the red pigment is changed to an arbitrary green pigment, a composition for forming a color pattern of GREEN can be obtained. When the color is changed to a blue pigment, a pattern for forming a color pattern of BLUE can be obtained. Composition. Each of the red, green, and blue coloring pigments may contain a resin composition for the purpose of improving color development or brightness. As a resin composition for such a purpose, a block copolymer of methacrylic acid having a primary, secondary or tertiary amine group is often used, and specifically, "BYK 6919" by BYK Corporation or the like can be exemplified.

(Red coloring pattern forming composition)

‧ 50 parts of benzyl methacrylate / methacrylic acid copolymer (Morby = 73 / 27)

‧Trimethylolpropane triacrylate 40 parts

‧Red pigment (C.I. Pigment Red 254) 90 parts

‧Photopolymerization initiator (2-methyl-1-[4-(methylthio)phenyl]-2-N- Polinylacetone-1) 1.5 parts

‧ Propylene glycol monomethyl ether acetate 600 parts

※The number of copies is the quality standard

(in the case of a green coloring pattern)

A green pigment (for example, C.I. Pigment Green 58) is used in the red coloring pattern forming composition instead of the red pigment, and is produced in the same manner as the red coloring pattern forming composition.

(in the case of a blue coloring pattern)

The blue pigment (for example, C.I. Pigment Blue 15.6) is used in the red coloring pattern forming composition instead of the red pigment, and is produced in the same manner as the red coloring pattern forming composition.

The substrate (1) having the black matrix layer ‧ coloring pattern forming composition obtained as described above is introduced into an exposure apparatus including a transport device from the upstream side to the downstream side, and is transported to the exposure unit.

The temperature of the main body of the exposure apparatus was adjusted to 23 ° C ± 0.1 ° C, and the relative humidity was made 60% ± 1%.

After the substrate (1) having the composition of the black matrix layer and the coloring pattern forming composition is adsorbed and fixed on the exposure stage, the surface of the coating film of the substrate (1) having the black matrix layer and the coloring pattern forming composition is automatically adjusted. The interval (gap) of the mask pattern was 100 μm. Further, the exposure position of the substrate (1) with the black matrix layer and the coloring pattern forming composition is automatically detected by the distance between the end faces of the substrate (1) with the black matrix layer and the colored pattern forming composition, and is automatically adjusted by After the substrate (1) with the black matrix layer and the coloring pattern forming composition is at a certain distance from the position of the mask pattern, the alignment mark formed at the same time when the black matrix is formed is aligned with the RED mask. Exposure. A high-pressure mercury lamp was used as a light source, and an exposure area of 200 mm × 200 mm was used, and exposure was performed for 20 seconds with an I line (wavelength: 365 nm) at an illuminance of 15 mW/cm ² , and an exposure amount of 100 mJ/cm ² was used. The development is performed by providing a developing device on the downstream side of the exposure machine. The substrate (1) having the black matrix layer and the coloring pattern forming composition after the exposure treatment was conveyed at a constant speed of 400 mm/min, and a RED colored layer was laminated at a predetermined position of the opening of the black matrix on the glass substrate. Substrate (1). Thereafter, the RED colored layer was thermally cured by post-baking at 220 ° C for 30 minutes in a baking oven. The formation of the color layers of GREEN and BLUE was repeated in the same manner as the above RED, and a color filter in which a black matrix and a RGB color layer were formed on the substrate (1) was obtained. Further, after the post-baking treatment of the BLUE colored layer, the black matrix was formed on the glass substrate under the same conditions as described above (temperature: 23 ° C ± 0.1 ° C, relative humidity: 60% ± 1%). The size of the pattern above is the transport direction: 99.999 mm, and the vertical direction: 100.002 mm. The dimensional change of the black matrix is 10 ppm in the manufacturing step after the post-baking of the first layer (black matrix layer) to the fourth layer (BLUE layer), whereby the glass substrate can be used as 4 The size of the crucible, the resolution is 200 ppi (BM line width: 7 μm, pitch: 42 μm), and a color filter is formed without generating a pixel shift.

(Formation of ITO electrode layer)

Next, the color filter is introduced into a sputtering apparatus, and DC sputtering is used to perform reactive sputtering using oxygen as a reactive gas, and ITO (indium tin oxide) is used as a target for the black matrix and the RGB color layer. Film formation of ITO having a film thickness of 150 nm was performed thereon, and this was used as an ITO electrode layer. The sheet resistance of the thus produced ITO electrode was 45 Ω/□.

(formation of column spacers)

(Preparation of dry film)

In the dry film for forming a columnar spacer, a composition for forming a columnar spacer containing a negative photosensitive resin is applied onto a PET base film having a thickness of 25 μm, and coated in a wet state by a die coater. The thickness was 20 μm, and after drying, it was prebaked at a temperature of 90 ° C for 2 minutes to form a thickness of 4.5 μm. Thereafter, a PET film having a thickness of 25 μm was laminated thereon to form a dry film for forming a columnar spacer.

(production of laminated substrate)

In the substrate (1) on which the black matrix, the RGB colored layer, and the ITO electrode layer obtained as described above are formed, the spacer spacer forming layer is formed so as to face the ITO electrode layer. The columnar spacer-forming composition layer was continuously transferred by a dry film under the conditions of a roll pressure of 5 kg/cm ² , a roll surface temperature of 120 ° C, and a speed of 800 mm/min. At this time, the base film is attached to the columnar spacer-forming composition in a state where the base film is not peeled off, and proceeds to the next exposure step.

(exposure processing step)

The laminated substrate obtained as described above is introduced into an exposure apparatus including a transport device from the upstream side to the downstream side, and is transported to the exposure unit.

The temperature of the main body of the exposure apparatus was adjusted to 23 ° C ± 0.1 ° C, and the relative humidity was made 60% ± 1%.

After the laminated substrate was adsorbed and fixed on the exposure stage, the interval (gap) between the base film of the laminated substrate and the mask pattern was automatically adjusted to 30 μm. The mask pattern used at this time is designed as a spacer pattern to be formed on a black matrix.

Further, the exposure position of the pattern of the laminated substrate is automatically detected by the distance between the end faces of the laminated substrate, and the laminated substrate is automatically adjusted to a certain distance from the position of the mask pattern based on the detection result, and then the pair formed at the same time when the black matrix is formed is used. The alignment mark is exposed after being aligned with the column spacer with a photomask. A high-pressure mercury lamp was used as a light source, and an exposure area of 200 mm × 200 mm was used, and exposure was performed for 20 seconds with an I line (wavelength: 365 nm) at an illuminance of 15 mW/cm ² , and an exposure amount of 300 mJ/cm ² was used.

(development processing, post-baking processing step)

In the development processing, a developing device is disposed on the downstream side of the exposure machine, and the base film is peeled off from the laminated substrate after the exposure in the developing device, and is carried at a constant speed of 400 mm/min. As a result, a color filter in which a pattern spacer is formed at a predetermined position of the lattice pattern portion of the black matrix of the substrate (1) on which the black matrix, the RGB colored layer, and the ITO electrode layer are formed is obtained. Thereafter, the columnar spacer was thermally cured by performing a post-baking treatment at 220 ° C for 30 minutes in a baking oven. Thus, a front plate in which a black matrix, an RGB colored layer, an ITO electrode layer, and a columnar spacer were formed on the substrate (1) was obtained by using the spacer pattern.

(production of the rear panel)

(Formation of TFT electrode layer)

A glass plate for liquid crystal display elements (OA-10 manufactured by Nippon Electric Glass Co., Ltd.) was used as a transparent substrate, and a TFT electrode layer was formed on a transparent substrate in accordance with the method described in JP-A-2004-140381.

That is, after the amorphous germanium layer was formed to a thickness of 100 nm on the glass substrate, a hafnium oxide layer (SiOx) was formed by a vacuum film formation method. Thereafter, a TFT layer and a pixel electrode were formed on the above-mentioned ruthenium oxide layer by photolithography and etching, and a glass substrate with a TFT array as a rear plate was obtained.

(Manufacture of liquid crystal display element)

(alignment film formation)

A liquid crystal alignment film was formed on the front and rear plates prepared as described above. After both substrates are washed with pure water, a liquid crystal alignment agent containing polyimine is applied by a printing machine for a liquid crystal alignment film coating (flexographic printing machine). The film was dried in an oven at 180 ° C for 20 minutes, and a coating film having a dry average film thickness of 600 Å was formed on the surface on which the ITO was formed on the front plate and the surface on which the TFT electrode layer was formed on the back plate. This coating film was rubbed by a friction device having a roll wound with a cloth made of tantalum, and subjected to rubbing treatment at a rotation number of the roll of 400 rpm, a moving speed of the base of 30 mm/sec, and a cloth press-in length of 0.4 mm. Dry on an oven at 120 ° C for 10 minutes. The sealant coating portion of the front plate is coated by means of a dispenser to draw a seal material in a closed loop.

A photothermal heat-curing resin composition containing a bisphenol A type methacrylic acid-denatured epoxy resin is used as a sealing material, and the columnar spacer formed as described above is mixed with the resin component at 0.5% by mass. A spherical spacer of approximately the same size. The coating amount of the sealing material is adjusted so that the sealing width of the liquid crystal display element becomes, for example, 0.7 mm. Next, the liquid crystal composition (LC-21) shown in Example 20 was dispensed 90 times for each front plate at a predetermined position in the closed loop of the sealing material by a constant volume metering pump type dispenser. Each drop was 24.7 pL (total of 2230 pL).

The front plate and the rear plate after the liquid crystal is dropped are adsorbed on the electrostatic chuck. The front plate and the rear plate are arranged to face each other, and the rear plate is gradually lowered, and is allowed to stand at a distance of 300 μm from the front plate. In this state, the inside of the vacuum chamber was depressurized to 100 Pa. The position of the front panel and the rear panel is adjusted by using a pre-formed alignment mark. After the alignment is completed, the front plate and the rear plate are brought closer together, and the two substrates are held at a height at which the sealing material is in contact with the TFT electrode layer. In this state, an inert gas is introduced into the interior of the vacuum chamber to bring the system back to atmospheric pressure. The front plate and the rear plate are pressed by atmospheric pressure, and a cell gap is formed at a height of the column spacer. Next, the sealing material coated portion irradiated with ultraviolet light (365nm, 30kJ / m ²⁾ hardening of the sealing member, is fixed to the two substrates. In this state, the substrate to which the liquid crystal composition was added was transferred to a heating device, and the surface temperature was maintained at 120 ° C for 1 hour. After the completion of the heating, the substrate was cooled by air to obtain an active matrix driving liquid crystal display element.

100‧‧‧Substrate a

102‧‧‧TFT layer

103‧‧‧ pixel electrodes

104‧‧‧passivation film

105‧‧‧Alignment film a

200‧‧‧substrate b

201‧‧‧Flating film (overlay)

202‧‧‧Black matrix

203‧‧‧Color filters

204‧‧‧Transparent electrode

205‧‧‧Alignment film b

301‧‧‧ sealing material

302‧‧‧ Column spacers

303‧‧‧Liquid layer

304‧‧‧ Protrusion

401‧‧‧ Column spacer pattern mask

402‧‧‧ Column spacer forming composition

Fig. 1 is a cross-sectional view showing a liquid crystal display element of the present invention. A substrate having 100 to 105 is called a "back plate", and a substrate having 200 to 205 is called a "front plate."

Fig. 2 is a view showing an exposure processing procedure using a pattern of columnar spacers formed on a black matrix as a mask pattern.

Claims (21)

A liquid crystal composition having a positive dielectric and electrically conductive liquid crystal composition comprising: a component (A) having a positive dielectric property, and a dielectric conductivity greater than -2 and less than +2 The dielectric property is a neutral component (B), and the component (A) contains the formula (1) a compound exhibiting a positive dielectric property and containing the formula (6.1) a compound exhibiting a positive dielectric property and containing the formula (13.3) a compound represented by the formula (B) comprising the formula (2.1) a compound exhibiting a dielectric property that is neutral and comprising formula (5.4) Expressed as a compound. The liquid crystal composition of the first aspect of the invention, wherein the component (A) having a positive dielectric property contains one or more selected from the group consisting of formulas (6.3), (6.4), (11.7), (14.1), (14.2) and (18.3) A compound representing a group of compounds. The liquid crystal composition according to claim 1 or 2, wherein the component (B) having a dielectric property is one or more selected from the group consisting of formulas (3.1), (3.2) and 3.4) A compound representing a group of compounds. The liquid crystal composition of the first or second aspect of the patent application, wherein the component (A) having a positive dielectric property contains one or more of the formula (4.1) or the formula (4.2). Expressed as a compound. The liquid crystal composition of the first or second aspect of the patent application, wherein the component (B) having a dielectric neutrality is one or more selected from the group consisting of formula (5.1) to formula (5.3). A compound of the group represented by the formula (wherein R ₁ and R ₂ each independently represent a linear alkyl group having 1 to 10 carbon atoms or a linear alkenyl group). A liquid crystal composition according to claim 1 or 2, wherein the component (A) having a positive dielectric property contains the formula (6.2) Expressed as a compound. The liquid crystal composition according to claim 1 or 2, wherein the component (A) having a positive dielectric property contains one or more selected from the group consisting of formula (7.1) to formula (7.3). A compound representing a group of compounds. The liquid crystal composition of the first or second aspect of the patent application, wherein the component (B) having a dielectric property is one or more, and the formula (8.1) and the formula (8.2) are contained. A compound representing a group of compounds. The liquid crystal composition according to claim 1 or 2, wherein the component (B) having a dielectric property of neutrality contains one or more selected from the group consisting of formula (9.1) or formula (9.5). A compound representing a group of compounds. The liquid crystal composition according to claim 1 or 2, wherein the dielectric component (B) having one or more dielectric properties is one or more selected from the group consisting of formula (10.1) and formula (10.2). A compound representing a group of compounds. The liquid crystal composition according to claim 1 or 2, wherein the component (A) having a positive dielectric property contains one or more selected from the group consisting of formulas (11.1) to (11.3), (11.5). ) and (11.6) A compound representing a group of compounds. The liquid crystal composition according to claim 1 or 2, wherein the dielectric component is a neutral component (B), and the formula (12.1) or (formula 12.2) Expressed as a compound. The liquid crystal composition according to claim 1 or 2, wherein the component (A) having a positive dielectric property is additionally contained in one or more selected from the group consisting of formulas (13.1) to (13.2). (13.4) A compound representing a group of compounds. The liquid crystal composition according to claim 1 or 2, wherein the component (A) having a positive dielectric property contains one or more selected from the group consisting of formulas (15.1) to (15.3). A compound representing a group of compounds. The liquid crystal composition according to claim 1 or 2, wherein the component (B) having a dielectric property of neutrality contains one or more selected from the group consisting of formulas (16.1) to (16.3). A compound of the group represented by the formula (wherein R ₁ and R ₂ each independently represent a linear alkyl group having 1 to 10 carbon atoms or a linear alkenyl group). The liquid crystal composition of claim 1 or 2, wherein the dielectric component is neutral (B), and the formula (17.1), (17.2) One or two or more compounds represented by the compounds. The liquid crystal composition according to claim 1 or 2, wherein the component (A) having a positive dielectric property contains one or more selected from the group consisting of formulas (18.1), (18.2), and (18.4). ) and (18.5) A compound representing a group of compounds. The liquid crystal composition according to claim 1 or 2, wherein the component (A) having a positive dielectric property contains one or more selected from the group consisting of formulas (19.1) to (19.5). A compound representing a group of compounds. The liquid crystal composition according to claim 1 or 2, wherein the component (A) having a positive dielectric property contains one or more selected from the group consisting of formulas (20.1) to (20.3). A compound representing a group of compounds. The liquid crystal composition according to claim 1 or 2, wherein the dielectric component (B) is one or more selected from the group consisting of formulas (21.1) to (21.3). A compound representing a group of compounds. A liquid crystal display element for active matrix driving is a liquid crystal composition according to any one of claims 1 to 20.